Most companies think they need to buy more software. Chad King is betting they need to rent the right one instead.He joins Bourbon in the Boardroom to break down a model that’s helping businesses scale without adding headcount, slash waste in disconnected systems, and turn custom software from a half-million-dollar CapEx headache into an affordable monthly OpEx.
William Hagood and Chad also dig into the leadership lessons behind the work—from Marine Corps discipline and mission focus to the hard calls around protecting your team, trusting people quickly, and knowing when to pivot before a bad decision becomes a costly one.
You’ll discover:
- Why Chad says the best leaders are often forged by bad leadership
- How he quantifies the cost of broken systems down to the dollar
- Why “the right person for the job” matters more than a perfect résumé
- How trust is built by giving responsibility early, not hiding it
- The real reason some companies refuse to cut corners, even when it costs them deals
Along the way, they get into bourbon, barbecue, and the patience it takes to do either well. Chad shares the bottles he reaches for, why William LaRue Weller sits at the top of his collection, and what whiskey has to teach leaders about timing, process, and waiting for the right result.
He also drops a line that’s worth remembering: don’t go cheap on the things that connect you to the ground—shoes, tires, and even your mattress.
If you’re a founder, operator, or team leader trying to build something durable, this conversation is packed with practical leadership, sharp business instincts, and a few great pours along the way.
Chad King is one of the masters behind Ayoka Systems, a custom software company helping businesses scale with tailored, modular solutions. Known for blending technology, sales, and leadership, he brings a rare perspective from the Marine Corps, corporate America, and the small-business world.
Perfect for leaders who care about team culture, operational efficiency, and making smarter decisions before the cracks show.
